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A Bi-Enzymatic Cascade Pathway towards Optically Pure FAHFAs*.

Authors :
Zhang Y
Eser BE
Guo Z
Source :
Chembiochem : a European journal of chemical biology [Chembiochem] 2021 Jun 15; Vol. 22 (12), pp. 2146-2153. Date of Electronic Publication: 2021 May 02.
Publication Year :
2021

Abstract

Recently discovered endogenous mammalian lipids, fatty acid esters of hydroxy fatty acids (FAHFAs), have been proved to have anti-inflammatory and anti-diabetic effects. Due to their extremely low abundancies in vivo, forging a feasible scenario for FAHFA synthesis is critical for their use in uncovering biological mechanisms or in clinical trials. Here, we showcase a fully enzymatic approach, a novel in vitro bi-enzymatic cascade system, enabling an effective conversion of nature-abundant fatty acids into FAHFAs. Two hydratases from Lactobacillus acidophilus were used for converting unsaturated fatty acids to various enantiomeric hydroxy fatty acids, followed by esterification with another fatty acid catalyzed by Candida antarctica lipase A (CALA). Various FAHFAs were synthesized in a semi-preparative scale using this bi-enzymatic approach in a one-pot two-step operation mode. In all, we demonstrate that the hydratase-CALA system offers a promising route for the synthesis of optically pure structure-diverse FAHFAs.<br /> (© 2021 Wiley-VCH GmbH.)

Details

Language :
English
ISSN :
1439-7633
Volume :
22
Issue :
12
Database :
MEDLINE
Journal :
Chembiochem : a European journal of chemical biology
Publication Type :
Academic Journal
Accession number :
33792147
Full Text :
https://doi.org/10.1002/cbic.202100070